Oceanfront Rentals in South Island, FL: Compare 10+ Sites & Save

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  1. VBOR
  2. Oceanfront Rentals
  3.  USA

  4.  Florida
  5.  Fort Myers
  6.  South Island

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1549 Best Oceanfront Rentals in South Island (Starting from $111)

Casa Marina 224
Casa Marina 224
Apartment
Fort Myers Beach, FL, USA
0.2k from South Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals

2 Bedrooms4 Guests
9.0

Fabulous

1 reviews

$181
Average price / night
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2BR – Penthouse, Pool, Beach & Water Views
2BR – Penthouse, Pool, Beach & Water Views
Apartment
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
New to Booking
$155
Average price / night
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Luxury Beach Condo Located On The Bay In A Tropical Oasis!
Luxury Beach Condo Located On The Bay In A Tropical Oasis!
House
South Island, Fort Myers Beach, Florida, USA
0.2k from South Island center

Luxury, Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings

1 Bedroom4 Guests
9.8

Exceptional

8 reviews

$138
Average price / night
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2B/2B Casa Marina 434 Island Condo! Water Views! Walk to Beach!
2B/2B Casa Marina 434 Island Condo! Water Views! Walk to Beach!
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Dryer, Elevator, Free Parking, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$205
Average price / night
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Santa Maria 104
Santa Maria 104
Apartment
Fort Myers Beach, FL, USA
0.2k from South Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay, Family

2 Bedrooms4 Guests
New to Booking
$194
Average price / night
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⛱️Canal Front Penthouse | Awesome Amenities | Casa Marina III 742⛱️
⛱️Canal Front Penthouse | Awesome Amenities | Casa Marina III 742⛱️
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Kitchen

2 Bedrooms4 Guests
New to Booking
$225
Average price / night
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Palms of Bay Beach 4F
Palms of Bay Beach 4F
Apartment
Fort Myers Beach, FL, USA
0.5k from South Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Family

2 Bedrooms4 Guests
New to Booking
$327
Average price / night
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Water Views, Beach Access, Pool, Pickleball, More
Water Views, Beach Access, Pool, Pickleball, More
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

New to Booking
$302
Average price / night
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Estero Beach and Tennis 106B
Estero Beach and Tennis 106B
Apartment
Fort Myers Beach, FL, USA
0.5k from South Island center

Oceanfront, Air Conditioner, Balcony/Terrace, View, Private Beach, Laundry, Guest Services

1 Bedroom3 Guests
7.0

Good

1 reviews

$215
Average price / night
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Waterfront Condo- Balcony, Community Pool, Dock+ Canal Access
Waterfront Condo- Balcony, Community Pool, Dock+ Canal Access
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Elevator, Extra Bed, Heater, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
7.8

Good

12 reviews

$246
Average price / night
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Estero Beach and Tennis PH5 Building C condo
Estero Beach and Tennis PH5 Building C condo
Apartment
Fort Myers Beach, FL, USA
0.5k from South Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Condos

1 Bedroom4 Guests
New to Booking
$176
Average price / night
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SUPER SUPER 3B/2B Hibiscus Pointe Condo With Water Views, Walk to Beach, Heated Pool!
SUPER SUPER 3B/2B Hibiscus Pointe Condo With Water Views, Walk to Beach, Heated Pool!
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$134
Average price / night
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Fort Myers Beach Penthouse Condo
Fort Myers Beach Penthouse Condo
Apartment
Fort Myers Beach, FL, USA
0.5k from South Island center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Pet-friendly, Lodgings, Beach

1 Bedroom4 Guests
9.6

Exceptional

17 reviews

$166
Average price / night
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Vickie's Hide Away, Casa Marina, South Beach (22-0293)
Vickie's Hide Away, Casa Marina, South Beach (22-0293)
Condo
Ft Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

16 reviews

$149
Average price / night
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Fort Myers Beach Studio - Sunset and Ocean Views!
Fort Myers Beach Studio - Sunset and Ocean Views!
Apartment
Fort Myers Beach, FL, USA
0.5k from South Island center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
7.6

Good

5 reviews

$141
Average price / night
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Royal Pelican 173 | Canal-Front Condo with Balcony Dining, Pool + Boat Dock
Royal Pelican 173 | Canal-Front Condo with Balcony Dining, Pool + Boat Dock
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Extra Bed, Heater, Kitchen, Microwave, No Smoking, Pool, TV

2 Bedrooms6 Guests
New to Booking
$331
Average price / night
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Steps to the Beach, Heated Pool, Tennis, Shuffleboard - Condo Seaside Sanctuary - Roelens
Steps to the Beach, Heated Pool, Tennis, Shuffleboard - Condo Seaside Sanctuary - Roelens
Apartment
Fort Myers Beach, FL, USA
0.5k from South Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Condos

1 Bedroom4 Guests
New to Booking
$362
Average price / night
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LOVELY 2B/2B HIBISCUS POINTE ISLAND CONDO 513 - WALK TO BEACH
LOVELY 2B/2B HIBISCUS POINTE ISLAND CONDO 513 - WALK TO BEACH
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms6 Guests
New to Booking
$144
Average price / night
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Estero Beach and Tennis #1005 condo
Estero Beach and Tennis #1005 condo
Apartment
Fort Myers Beach, FL, USA
0.5k from South Island center

Apartments, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Condos

1 Bedroom4 Guests
New to Booking
$518
Average price / night
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Lovely South End of the Island, Canal Front Condo! Walk to the Beach! 2 Heated Pools!
Lovely South End of the Island, Canal Front Condo! Walk to the Beach! 2 Heated Pools!
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$206
Average price / night
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Sun and fun! Adorable 1 bedroom condo on the beach
Sun and fun! Adorable 1 bedroom condo on the beach
Apartment
Fort Myers Beach, FL, USA
0.5k from South Island center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Condos

1 Bedroom4 Guests
New to Booking
$211
Average price / night
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Lovely Casa Marina 2B/2B Vacation Condo w/ Water Views And Island Style!  Walk to Beach!
Lovely Casa Marina 2B/2B Vacation Condo w/ Water Views And Island Style! Walk to Beach!
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Laundry, Living Area, Microwave

2 Bedrooms5 Guests
New to Booking
$203
Average price / night
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WATERFRONT VIEW FORT MYERS BEACH CONDO WITH POOL AMENITIES - WALK TO THE BEACH
WATERFRONT VIEW FORT MYERS BEACH CONDO WITH POOL AMENITIES - WALK TO THE BEACH
Condo
Estero, FL, 33931, United States
0.1k from South Island center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$111
Average price / night
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Great Amenities - Canal Views - Walk to Beach - 2BR Casa Marina II #431
Great Amenities - Canal Views - Walk to Beach - 2BR Casa Marina II #431
Condo
Fort Myers Beach, FL, 33931, United States
0.1k from South Island center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$206
Average price / night
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2B/2B ISLAND VACATION CONDO-RESORT POOL! WALK TO BEACH! BEST PRICE!
2B/2B ISLAND VACATION CONDO-RESORT POOL! WALK TO BEACH! BEST PRICE!
Condo
Fort Myers Beach, FL, 33931, United States
0.2k from South Island center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
New to Booking
$278
Average price / night
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GREAT FISHING! REMODELED Waterfront 1B/2B Estero Yacht & Racquet Club Condo! Walk to Beach!
GREAT FISHING! REMODELED Waterfront 1B/2B Estero Yacht & Racquet Club Condo! Walk to Beach!
Condo
Fort Myers Beach, FL, 33931, United States
0.2k from South Island center

AC, Balcony, Barbecue, Free Parking, Heater, Laundry, Living Area, Microwave, No Smoking

1 Bedroom4 Guests
New to Booking
$246
Average price / night
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Beautiful Remodel! Nestled Between Gulf & Bay! Heated Pool! Over $150 of Free Daily Activities!
Beautiful Remodel! Nestled Between Gulf & Bay! Heated Pool! Over $150 of Free Daily Activities!
Condo
Fort Myers Beach, FL, 33931, United States
0.2k from South Island center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$231
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in South Island.

Stay Near South Island's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

South Island Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 1549 verified oceanfront rentals in South Island. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in South Island vary depending on the property size, exact beachfront location, and season. Rates typically start from around $111 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in South Island offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in South Island welcome pets. Currently, 4 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in South Island often include features designed for a comfortable coastal stay, such as Oceanfront, Ocean View, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.